Synonym
p-DDAP; pDDAP; p DDAP; p-Dodecylaminophenol;
IUPAC/Chemical Name
p-Dodecylaminophenol
InChi Key
UFCRKZJPBDDMSF-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H31NO/c1-2-3-4-5-6-7-8-9-10-11-16-19-17-12-14-18(20)15-13-17/h12-15,19-20H,2-11,16H2,1H3
SMILES Code
OC1=CC=C(NCCCCCCCCCCCC)C=C1
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
277.45
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Takahashi N, Koyama S, Hasegawa S, Yamasaki M, Imai M. Anticancer efficacy of p-dodecylaminophenol against high-risk and refractory neuroblastoma cells in vitro and in vivo. Bioorg Med Chem Lett. 2017 Oct 15;27(20):4664-4672. doi: 10.1016/j.bmcl.2017.09.005. Epub 2017 Sep 9. PubMed PMID: 28927789.
2: Takahashi N, Egawa R, Imai M, Takahashi K, Ohba T, Imaizumi M. The anti-tumor agent, p-DDAP potently suppresses proliferation through apoptosis in human neuroblastoma NB-39-nu cells. Cancer Lett. 2010 Nov 28;297(2):252-8. doi: 10.1016/j.canlet.2010.05.018. Epub 2010 Jun 26. PubMed PMID: 20580487.
3: Takahashi N, Fujiu Y. Effects of the aminophenol analogue p-Dodecylaminophenol on mouse skin. J Invest Dermatol. 2010 May;130(5):1258-67. doi: 10.1038/jid.2009.386. Epub 2009 Dec 24. PubMed PMID: 20032991.
4: Takahashi N, Watanabe Y, Maitani Y, Yamauchi T, Higashiyama K, Ohba T. p-Dodecylaminophenol derived from the synthetic retinoid, fenretinide: antitumor efficacy in vitro and in vivo against human prostate cancer and mechanism of action. Int J Cancer. 2008 Feb 1;122(3):689-98. PubMed PMID: 17955489.